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Автор Kosower, E. M.
Автор Waits, Harold P.
Дата выпуска 1971
Формат application.pdf
Издатель Taylor & Francis Group
Копирайт Copyright Taylor and Francis Group, LLC
Название 1-ETHYL-4-CARBOMETHOXYPYRIDINYL (Pyridinyl, 1-ethyl-4-carbomethoxy)
Тип research-article
DOI 10.1080/00304947109356786
Electronic ISSN 1945-5453
Print ISSN 0030-4948
Журнал Organic Preparations and Procedures International
Том 3
Первая страница 261
Последняя страница 267
Аффилиация Kosower, E. M.; Department of Chemistry, State University of New York
Аффилиация Waits, Harold P.; Department of Chemistry, State University of New York
Выпуск 5
Библиографическая ссылка Kosower, E. M. and Poziomek, E. J. 1964. J. Am. Chem. Soc., 86: 5515
Библиографическая ссылка Schwarz, W. M., Kosower, E. M. and Shain, I. 1961. J. Am. Chem. Soc., 83: 3164
Библиографическая ссылка Kosower, E. M. and Schwager, I. 1964. J. Am. Chem. Soc., 86: 5528 E. M. Kosower and Y. Ikegami, ibid., 89, 461(1967); ibid., 90, 1943(1968); E. M. Kosower and M. Mohammad, ibid., 90, 327(1968); M. Mohammad and E. M. Kosower, ibid., 93, 2709(1971).
Библиографическая ссылка Methyl isonicotinate (Reilly Tar & Chemical Corp., Indianapolis, Indiana) and ethyl iodide in ethanol or acetone at reflux for 5–8 hours yield the required quaternary salt. Recrystallization from acetone producesorange crystals, m.p. 110–112°. The color of the salt is due to light absorption in the charge-transfer band, not impurities.
Библиографическая ссылка Fieser, L. F. 1967. Reagents for Organic Synthesis, 1030John Wiley and Sons, Inc.. Sodium amalgam is prepared according to the directions given in
Библиографическая ссылка The vacuum line equipped with a mercury diffusion pump, a forepump and traps is operated at a pressure of 1 × 10 mm. Long pumping times ensure removal of adsorbed oxygen.
Библиографическая ссылка Acetonitrile (Spectroquality) from Matheson Coleman and Bell or J. T. Baker, is satisfactory for this preparation.
Библиографическая ссылка The relatively high (-40° C.) melting point of acetonitrile can lead to difficulty (even cracking of apparatus) if care is not exercised in the melting operation. A beaker of acetone at room temperature is ideal for this step.
Библиографическая ссылка Data are: λ<sub>max</sub> (λ<sub>max</sub>) 6325(83), 3940(4925), 3100(11,000). The visible maximum does not obey Beer's Lav above ∼ 0.03 M due to reversible dimerization.
Библиографическая ссылка Acetonitrile solutions of 1-ethyl-4-carbomethoxypyridinyl (∼0.01 - .02 M) have been stored for many months with little apparent decomposition.

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